Ok, so I bought a long blazer and some black (very nearly) matching slim pants to go with it from a 2nd hand store in order to create a school uniform. The problem is, the four buttons on the jacket button the feminine way -->buttons on the left, holes on the right. The boys uniform has the button direction going opposite -->buttons on the right, holes on the left. Is it possible to swap sides, and what's the easiest way to do it?

Are the buttons on the jacket accurate? Or will you be buying replacements?
You can sew the button holes closed quite easily using a basic zig-zag stitch, and the original button hole should be mainly covered by the buttons.

As for making new button holes on the other side, I personally hate doing button holes on a machine let alone by hand.
One trick that I might be frowned on for suggesting, hehe, is to use superglue. If you've ever spilt superglue on yourself it makes the fabric very stiff. If you can carefully glue in a straight line (you might need to get tricky and line up and glue from the back as well depending on the thickness of the jacket to make sure all the layers glue properly), you could then cut it with a scalpel and have instant buttons.
Just be aware if you did that, the fabric won't flex as easily.
Then if you want to finish it off you can whip stitch the edges.

Thanks for the advice. Yes, I am replacing the buttons with slightly bigger gold ones.

You and my mom both hate button holes. *L* I can't tell you how many times she's texted "AARRGG!" to me while working on a Renaissance Faire suite. --She does commissions, and most of the frustration texts have to do with bodice grommets.

I've never tried making a button hole before, so I'll try the super glue option on some spare fabric. I foresee my first "AARRGG!" text to my mom over this.

Hmmm... I hate zippers, to the point of doing button holes by hand to avoid them. I get where you are coming from though.
That said, there are good references out there for doing button holes by hand, chances are you can get them for free because they are old books likely in the public library. Look for a book on tailoring (mens suit tailoring will have it) as well as anything published before 1960 ish.

Essentially, if you take an "I am doing embroidery" mental approach, it's not quite so daunting.

There is a type of hand stitch for buttonholes. Try looking it up on Youtube (I have definitely watched a video tutorial explaining how to do it) I think doing it by hand just means you have to measure carefully for the buttonhole size.
This link might help: http://sewing.about.com/library/sewn...atech0703c.htm